RU98108615A - FENANTHRIDINE DERIVATIVES, METHOD FOR PRODUCING THEREOF AND MEDICINES CONTAINING PHENANATRIDINE DERIVATIVES - Google Patents

FENANTHRIDINE DERIVATIVES, METHOD FOR PRODUCING THEREOF AND MEDICINES CONTAINING PHENANATRIDINE DERIVATIVES

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Publication number
RU98108615A
RU98108615A RU98108615/04A RU98108615A RU98108615A RU 98108615 A RU98108615 A RU 98108615A RU 98108615/04 A RU98108615/04 A RU 98108615/04A RU 98108615 A RU98108615 A RU 98108615A RU 98108615 A RU98108615 A RU 98108615A
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RU
Russia
Prior art keywords
derivatives
phenanthridine
residue
general formula
methoxyphenyl
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RU98108615/04A
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Russian (ru)
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RU2180333C2 (en
Inventor
Бернд КЛЕМЕНТ
Маттиас Вайде
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Бернд КЛЕМЕНТ
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Priority claimed from DE19538088A external-priority patent/DE19538088A1/en
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Publication of RU98108615A publication Critical patent/RU98108615A/en
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Publication of RU2180333C2 publication Critical patent/RU2180333C2/en

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Claims (11)

1. Производные фенантридина общей формулы I
Figure 00000001

Figure 00000002

также их соли,
где R1 представляет собой ароматический карбоциклический или гетероциклический остаток;
R2 и R3, которые могут быть одинаковыми или разными, представляют собой атом водорода, алкоксильный остаток, алкиленоксильный остаток, атом галогена или нитрогруппу.
1. Derivatives of phenanthridine of the general formula I
Figure 00000001

Figure 00000002

also their salts,
where R 1 represents an aromatic carbocyclic or heterocyclic residue;
R 2 and R 3 , which may be the same or different, represent a hydrogen atom, an alkoxyl radical, an alkylene oxyl radical, a halogen atom or a nitro group.
2. Производные фенантридина по п. 1, отличающиеся тем, что R1 представляет собой атом водорода или незамещенный фенильный остаток или фенильный остаток с одной или несколькими метоксильными группами или остаток с N,N-диметиламиновой функцией, причем R2 и R3 одинаковы и являются атомами водорода.2. Derivatives of phenanthridine according to claim 1, characterized in that R 1 represents a hydrogen atom or an unsubstituted phenyl residue or a phenyl residue with one or more methoxy groups or a residue with an N, N-dimethylamine function, wherein R 2 and R 3 are the same and are hydrogen atoms. 3. Производное фенантридина по п. 2, отличающееся тем, что R1 является фенильным остатком или 2,4- или 3,4-метоксифенильным остатком.3. The phenanthridine derivative according to claim 2, wherein R 1 is a phenyl residue or a 2,4- or 3,4-methoxyphenyl residue. 4. Производное фенантридина по п.3, отличающееся тем, что в общей формуле I R1 является 2,4-метоксифенильным остатком.4. The phenanthridine derivative according to claim 3, characterized in that in the general formula IR 1 is a 2,4-methoxyphenyl residue. 5. Способ получения производных фенантридина общей формулы II по одному из пп. 1 - 4, отличающийся тем, что альдегид формулы III R1; - СНO приводят во взаимодействие с 2-метилбензонитрилом формулы IV,
Figure 00000003

где остатки R1, R2 и R3 имеют значения, перечисленные в пп.1 - 4, с учетом того, что R1 может также представлять собой атом водорода,
в присутствии основания, в апротонном диполярном растворителе.
5. A method of obtaining derivatives of phenanthridine of General formula II according to one of paragraphs. 1 to 4, characterized in that the aldehyde of the formula III R 1 ; - CHO is reacted with 2-methylbenzonitrile of formula IV,
Figure 00000003

where the residues R 1 , R 2 and R 3 have the meanings listed in claims 1 to 4, given that R 1 may also be a hydrogen atom,
in the presence of a base, in an aprotic dipolar solvent.
6. Способ получения производных фенантридина общей формулы 1 по одному из пп.1 - 4, отличающийся тем, что альдегид формулы III R1 - СНО приводят во взаимодействие с 2-метилбензонитрилом формулы IV
Figure 00000004

где остатки R1, R2 и R3 имеют значения, указанные в пп.1 - 4 с учетом того, что R1 может также представлять собой атом водорода,
в присутствии основания, в апротонном диполярном растворителе, и затем на следующей стадии проводят дегидрирование с соответствующим дегидрирующим средством в присутствии или в отсутствие растворителя.
6. The method of producing derivatives of phenanthridine of general formula 1 according to one of claims 1 to 4, characterized in that the aldehyde of formula III R 1 - CHO is reacted with 2-methylbenzonitrile of formula IV
Figure 00000004

where the residues R 1 , R 2 and R 3 have the meanings indicated in claims 1 to 4, given that R 1 may also be a hydrogen atom,
in the presence of a base, in an aprotic dipolar solvent, and then, in the next step, dehydrogenation is carried out with an appropriate dehydrogenating agent in the presence or absence of a solvent.
7. Способ получения производных фенантридина по п. 5 или 6, отличающийся тем, что при этом используют альдегид общей формулы III, где R1 представляет собой фенильный остаток, 2,4- или 3,4-метоксифенильный остаток или водород.7. A method for producing phenanthridine derivatives according to claim 5 or 6, characterized in that an aldehyde of the general formula III is used, wherein R 1 is a phenyl radical, a 2,4- or 3,4-methoxyphenyl radical or hydrogen. 8. Способ по п.7, отличающийся тем, что R1 представляет собой 2,4- или 3,4-метоксифенильный остаток.8. The method according to claim 7, characterized in that R 1 represents a 2,4- or 3,4-methoxyphenyl residue. 9. Способ по одному из пп. 5 - 8, отличающийся тем, что используют 2-метилбензонитрил общей формулы IV, где R2 и R3 являются атомами водорода.9. The method according to one of paragraphs. 5 to 8, characterized in that the use of 2-methylbenzonitrile General formula IV, where R 2 and R 3 are hydrogen atoms. 10. Лекарственное средство, отличающееся тем, что оно содержит по меньшей мере одно из производных фенантридина по пп. 1 - 4 вместе с по меньшей мере одним инертным фармацевтически приемлемым носителем или разбавителем. 10. A drug, characterized in that it contains at least one of the derivatives of phenanthridine according to claims. 1 to 4 together with at least one inert pharmaceutically acceptable carrier or diluent. 11. Лекарственное средство по п.10, отличающееся тем, что оно содержит производное фенантридина общей формулы I, где R1 представляет собой 2,4-метоксифенильный остаток, a R2 и R3 являются атомами водорода.11. The drug of claim 10, characterized in that it contains a phenanthridine derivative of the general formula I, wherein R 1 is a 2,4-methoxyphenyl residue, and R 2 and R 3 are hydrogen atoms.
RU98108615/04A 1995-10-13 1996-10-11 Derivatives of phenanthridine, methods of their synthesis and medicinal agents containing phenanthridine derivatives RU2180333C2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19538088A DE19538088A1 (en) 1995-10-13 1995-10-13 Phenanthridine derivatives and their preparation
DE19538088.6 1995-10-13

Publications (2)

Publication Number Publication Date
RU98108615A true RU98108615A (en) 2000-03-27
RU2180333C2 RU2180333C2 (en) 2002-03-10

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Country Status (17)

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US (1) US6030981A (en)
EP (1) EP0873315B1 (en)
JP (1) JPH11515001A (en)
AT (1) ATE238284T1 (en)
AU (1) AU707092B2 (en)
BR (1) BR9610971A (en)
CA (1) CA2232609A1 (en)
CZ (1) CZ291821B6 (en)
DE (2) DE19538088A1 (en)
HU (1) HUP0202310A3 (en)
IL (1) IL123692A (en)
MX (1) MX9802583A (en)
NO (1) NO313328B1 (en)
NZ (1) NZ330138A (en)
PL (1) PL326155A1 (en)
RU (1) RU2180333C2 (en)
WO (1) WO1997014683A2 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19845830A1 (en) * 1998-09-24 2000-03-30 Schering Ag Aminoalkyl-3,4-dihydroquinoline derivatives and their use in drugs
DE10054337A1 (en) * 2000-11-02 2002-05-08 Bernd Clement Phenanthridine derivatives and antitumor drugs containing phenanthridine
DE102012006903B4 (en) 2012-04-05 2016-06-30 Christian-Albrechts-Universität Zu Kiel Novel aromatic heterocycles, process for their preparation and medicaments containing novel aromatic heterocycles

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* Cited by examiner, † Cited by third party
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JPH02243629A (en) * 1989-03-16 1990-09-27 Nippon Kayaku Co Ltd Conquering agent of multiple drug resistance
US5747502A (en) * 1989-12-13 1998-05-05 Nippon Kayaku Kabushiki Kaisha Process for preparing benzo c!phenanthridinium derivatives, novel compounds prepared by said process, and antitumor agents
CA2054569A1 (en) * 1990-11-07 1992-05-08 Masanobu Suzuki Process for preparing benzo¬c|phenanthridinium derivatives, and novel compounds prepared by said process

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